Schisandrin A
Deoxyschizandrin
CAS: 61281-38-7
Molecular Formula: C24H32O6
Schisandrin A - Names and Identifiers
| Name | Deoxyschizandrin |
| Synonyms | schisandrin A Deoxyschizandrin (+)-Deoxyschisandrin SCHISANDRA BERRY POWDER SCHISANDRA PLANT EXTRACT SCHISANDRIN A (DEOXYSCHISANDRIN) 1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene (6R,7S)-1,2,3,10,11,12-hexamethoxy-6,7-dimethyl-5,6,7,8-tetrahydrodibenzo[a,c][8]annulene |
| CAS | 61281-38-7 |
| InChI | InChI=1/C24H32O6/c1-13-9-15-11-17(25-3)21(27-5)23(29-7)19(15)20-16(10-14(13)2)12-18(26-4)22(28-6)24(20)30-8/h11-14H,9-10H2,1-8H3/t13-,14+ |
Schisandrin A - Physico-chemical Properties
| Molecular Formula | C24H32O6 |
| Molar Mass | 416.51 |
| Density | 1.080±0.06 g/cm3(Predicted) |
| Melting Point | 116-117 °C |
| Boling Point | 544.2±50.0 °C(Predicted) |
| Specific Rotation(α) | +107 (c, 5.7 in CHCl3) |
| Flash Point | 215.6°C |
| Solubility | Soluble in ethyl acetate, acetone, methanol, not in water. |
| Vapor Presure | 2.39E-11mmHg at 25°C |
| Appearance | Colorless crystal |
| Color | White to Off-White |
| Storage Condition | Sealed in dry,2-8°C |
| Refractive Index | 1.519 |
| MDL | MFCD09026934 |
| Physical and Chemical Properties | Soluble in ethyl acetate, acetone, methanol, not in water. It is mainly produced in the three provinces of Northeast China and Inner Mongolia. When fruits are ripe in autumn, they are picked, dried in the sun or steamed and dried in the sun to remove fruit stems and impurities. |
Schisandrin A - Risk and Safety
| Safety Description | 24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | HP1595000 |
| HS Code | 29093090 |
Schisandrin A - Reference
| Reference Show more | 1. Hu Jia, Xu, Wen-Guangle-Sha. Optimization of aqueous two-phase extraction of lignans from schisandra sphenanthera by response surface methodology [J]. Enterprise Technology Development 2017(02):12-15. 2. Wang Lei, Yu Yingying, Sun Haizhen, etc. Effect of ultraviolet radiation on schisandrin B content in leaves of schisandra chinensis [J]. Guangdong Chemical Industry, 2014, 041(024):22-23. 3. Wu Hao, Shan-Zhang, lunar November, Yu Xiaojing et al. Simultaneous determination of five lignans in schisandra chinensis from different habitats by HPLC [J]. Chinese national and folk medicine 2018 v.27;No.322(05):13-17. 4. Zhu Jingbo, Li, Wenyu, Xiao, Wei et al. Preparation of lignans in schisandra chinensis by two-dimensional reversed-phase liquid chromatography [J]. Chromatogram 2018 036(005):464-473. 5. Yang Qing, Li Na, Suixin, Li Xiaohua, Shi Xiaozheng, Liu Yingna, Lin, Jia, Nan, Zhang, Hui, yuan, Zhang, Mo. Molecular mechanism of schisandrin B Targeted Regulation of Aβ and downstream NF-κB/TNF-α signaling pathway to protect damaged neurons [J]. Chinese Journal of Traditional Chinese Medicine 2017 32(05):2064-2069. 6. Wei Zhilong di Chong Lou, Meiqing Zhao Yaodong. Schisandrin a reverses the drug resistance of glioma stem/progenitor cells by ATP binding cassette transporter B1 [J]. Chinese Journal of Modern neurological diseases, 2017, 17(06):439-445. 7. Zhao Dawei, Wang Haobo, Li Jiali, etc. Optimization of microwave-assisted extraction of lignans from schisandra chinensis by Box-Benhnken response surface methodology [J]. Jilin agriculture 2019 447(06):52-54. 8. Dai Hui, Suhang, Cai Pengfei, et al. Changes of color and eight lignans of schisandra vinegar before and after steaming [J]. Chinese patent medicine 2019 41(05):1091-1096. 9. Su Lin, Li Min, Xu Yan, et al. Predictive analysis of quality markers of schisandra chinensis before and after processing with vinegar based on multivariate statistical analysis and network pharmacology [J]. Chinese herbal medicine, 50 Vol. 19, 2019 pp. 4643-4653. 10. Ma, Hui, Yu, liantin, Yang, Li, Heng, et al. Purification and antioxidant activity of lignans from schisandra chinensis [J]. Chinese Journal of Traditional Chinese Medicine 2019(12). 11. Wang Guoli wishes Hong, Yan, Lin, Hai, et al. Simultaneous determination of six lignans in schisandra chinensis by Reversed-phase high performance liquid chromatography [J]. Journal of Food Safety and quality testing 2014 000(008):2470-2475. 12. Ma, Hui, Feng, Bo, Zhu, Heyun, et al. Antioxidant and anti-inflammatory activities of total lignans from schisandra chinensis [J]. Food Research and development 2019(11). 13. Wei Yajie, Zhang Zekun, Guan Yanling, etc. Hugan Pian HPLC fingerprint and multi-component quantitative analysis [J]. Central South Pharmaceutical Journal, 2018, 016(001):31-34. 14. Bai Yidan, Qiao Zhou, Xue Jingwei et al. Simultaneous determination of multi-components in shensong Yangxin capsules and its methodological validation [J]. Journal of Pharmaceutical Analysis, 2018 v.38(08):80-90. 15. Jin Miao, Liu Jinna, Liu Hui, Black Yu Rong, Liu Yulan. Effects of different processing methods on lignans of introduced schisandra chinensis in Shaanxi [J]. Shaanxi Agricultural Sciences, 2020,66(11):17-20. 16. Jiao Meiyu, Yu-yue, Wu Haoxian, Kang Tingguo, Zhang Hui. Study on the mechanism and qualitative recognition model of "color discrimination and qualitative analysis" of schisandra chinensis [J]. China Pharmacy, 2020,31(24):3007-3012. 17. [IF = 6.079] Hongyan Zhu et al."Sedative and hypnotic effects of supercritical carbon dioxide fluid extraction from Schisandra chinensis in mice."J Food Drug Anal. 2016 Oct;24:831 18. [IF=5.64] Wu Dousheng et al."Oleanolic Acid Induces the Type III Secretion System of Ralstonia solanacearum."Front Microbiol. 2015 Dec;0:1466 19. [IF=4.759] Huifen Ma et al."The in-capillary- 2,2-azinobis-(3-ethylbenzothiazoline-6-sulfonic acid)-sweeping micellar electrokinetic chromatography - Diode array detector method for screening and quantifying trace natural antioxidants from Schisandra chinensis."J Ch 20. [IF=2.971] Ye Lu et al."The protective mechanism of schisandrin A in d-galactosamine-induced acute liver injury through activation of autophagy."Pharm Biol. 2014;52(10):1302-1307 21. [IF=3.943] Dianwen Xu et al."Schisandrin A protects against lipopolysaccharide-induced mastitis through activating Nrf2 signaling pathway and inducing autophagy."Int Immunopharmacol. 2020 Jan;78:105983 22. [IF=3.935] Yunlong Guo et al."Rapid characterization of Schisandra species by using direct analysis in real time mass spectrometry."J Pharmaceut Biomed. 2021 Jan;192:113648 23. [IF=3] Qu Lala et al."Phenotypic assessment and ligand screening of ETA/ETB receptors with label-free dynamic mass redistribution assay."N-S Arch Pharmacol. 2020 Jun;393(6):937-950 24. [IF=4.36] Zhenghua Wu et al."Schisandrol A, the main active ingredient of Schisandrae Chinensis Fructus, inhibits pulmonary fibrosis through suppression of the TGF-β signaling pathway as revealed by UPLC-Q-TOF/MS, network pharmacology and experimental verification. |
Schisandrin A - Reference Information
| Plant Source: | schisandra chinensis | |
| schisandra chinensis Extract | Schisandrin A, schisandra in the presence of parts mainly in the kernel, is one of the main effective components of schisandra. Schisandra chinensis is one of the commonly used clinical traditional Chinese medicine, which was first published in Shennong Herbal Classic and listed as the top product. Su Gong said: "Five Flavors, flesh sweet, acid, the nucleus in the Xin, bitter, have a salty taste, this is five flavor is also", the name. It is derived from the dried mature fruit of Schisandra chinensis (Turcz) Baill, and is called "Schisandra chinensis". The fruit of schisandra chinensis contains volatile oil. The main components in the oil are citral, α-Ilene, α-chamiene, β-chamigerene and chamidol. Seeds contain A variety of lignans: schisandrin (schisandrin), schisandrin A, schisandrin B, pseudo gamma-schisandrin (pseudo-r-Schizandrin), schisandrin A, alcohol, B), schisandrin C, schisandrin A, schisandrin B, gamisine D, E, F, G, angelicae sinensis H, crotonyl gomiacin H, benzoyl-gomixin H, gomixin J, (-)-gomixin K1,( )-gomixin K2, gomixin K3, N, O, crotonyl-gomixin P, the patient was found to have a positive effect on the quality of life. In addition, the fruit still contains sugars, benzoic acid, citric acid, tartaric acid, arginine, vitamin C and so on. schisandra chinensis contains schisandrin A, schisandrin a, B, c, d, e and other components. The efficacy of the same schisandra. schisandrin A is an effective component for the treatment of hepatitis, which has a significant antagonistic effect on liver cell injury, blocking the damage of liver cell membrane caused by various poisons, and inhibiting the formation of toxic products, enhance the detoxification function of the liver; Is conducive to the recovery of liver cell function. | |
| schisandra chinensis and schisandra sphenanthera | schisandra chinensis includes two species of schisandra chinensis and schisandra sphenanthera. Schisandra chinensis is divided into 1~2 and so on, schisandra chinensis system goods. Habit that the best quality of Liaoning, it is "Liaoning five flavor" said. schisandra chinensis is mainly produced in Jilin, Liaoning and Heilongjiang. Schisandra sphenanthera is mainly produced in Hubei, Shanxi, Shaanxi, Henan, Yunnan and other places. The fruit of schisandra chinensis showed irregular spherical or flat spherical shape, 5 ~ 8mm in diameter; The surface was red, purple or dark purple red, shrinking, sometimes several stuck together; The Peel was soft, 1~2 seeds were included. The seed was kidney-shaped, with yellow-brown surface and luster; The seed coat was firm and friable, with light brown seed kernel after stripping; The endosperm was oily; The embryo was small, not easily visible. The skin is slightly gas, sour. After the seeds are broken, there is an aroma, spicy and bitter taste. The fruit of schisandra sphenanthera was irregular, smaller, 2~5mm in diameter; The surface was dark red or brown, the Peel was thin, dull, containing 1~2 seeds. Seeds kidney-shaped, slightly smaller than the seeds of schisandra chinensis, surface yellow-brown, slightly granular. Figure 1 is a picture of schisandra chinensis and schisandra sphenanthera | |
| identification method | determination conditions of schisandrin A by HPLC ( | (1) chromatographic conditions: column YWG-C18 (4.6mm × 25cm,10 μm); Mobile phase: acetonitrile-water (70:50); Flow rate: 1.0ml/min; Column temperature: 40 ℃; detection wavelength: 254nm; Paper speed: 3mm/min. (2) preparation of reference solution: accurately weigh 1.5mg of schisandrin B and mg of schisandrin A, add methanol to 5ml measuring flask, shake, as a control solution. (3) preparation of sample solution: 0.8g of schisandra chinensis medicinal powder was accurately weighed in a 100ml Soxhlet extractor, and extracted by reflux with 80ml of chloroform in a water bath for 1H. The extract was evaporated to dryness and prepared in a 10ml volumetric flask with methanol as a sample solution. (4) measurement: 2 μl of each of the sample solution and the reference sample solution were accurately picked up, and the measurement was carried out according to the above chromatographic conditions. The content was calculated by external standard method. (5) chromatogram: Figure 2 is the high performance liquid chromatogram of schisandrin 1. Schisandrin A; 2. Schisandrin B (6) determination results: the content of schisandrin A in South schisandra chinensis produced in Xiamen was the highest (0.460). |
| schisandrin a extraction methods commonly used | 1. Reflux extraction 2. Soxhlet extraction 4. Supercritical Extraction 5. Ultrasonic-microwave synergistic extraction | |
| method of use | The traditional method of processing schisandra chinensis (take the whole schisandra chinensis, steamed with vinegar to black when crushed), schisandrin a content is very low, it is difficult to ensure the clinical efficacy, and after many times to change the processing conditions, compared with the content of schisandrin A: schisandra to crush into coarse particles, add vinegar and mix around 15 h, vinegar steaming method steamed to black, the highest content of schisandrin A, to ensure better clinical efficacy. [references] Liu qionhui, Liao manqin. Exploration of schisandrin A and its significance. Journal of Chengdu University of Traditional Chinese Medicine. 2006 Pan Xin, Liu Xia, Cai Minzhi. Determination of schisandrin A in schisandra chinensis by HPLC. Guangdong Chemical. 2007 Kong Lingchao, fan Zhuowen, Li Xiaomei, Qi Lehui, Guo Shuyan. Determination of schisandrin A in schisandra chinensis from three provinces of Northeast China at different harvest time. Heilongjiang Medical Science. 2013 | |
| storage | closed storage in a cool, dry place. | |
| Use | for content determination/identification/pharmacological experiments. Pharmacological effects: the lung and kidney, accumulation and sweating, astringent essence stop bleeding, calm the heart and calm the nerves. Yiqishengjin, nourishing the kidney and nourishing the heart, convergence and solid. For lung deficiency cough, fluid. |
Last Update：2024-04-09 21:54:55
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